Upcoming Races Near Caroline County, MD - Matching: Trail Races

Name: Race4Warriors 5K, 10K & Half Marathon Challenges!
Start: 2026-05-09
End: 2026-05-09
Location: Lewes

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10TH PARADISE GRILL "Stop-Drop & Run" 5k Run & ...

Long Neck, DE

Sunday, September 21st, 2025

Trail

Fast

View details for race 10TH PARADISE GRILL "Stop-Drop & Run" 5k Run & Walk

18th Dogfish Dash

Milton, DE

Sunday, September 28th, 2025

1 Mile

Trail

View details for race 18th Dogfish Dash

Friends of the Poor 5K Walk/Run & Kiddy-K

Owings, MD

Saturday, October 4th, 2025

Trail

Fast

View details for race Friends of the Poor 5K Walk/Run & Kiddy-K

35th SEAWITCH 5K CLASSIC & 1M FRIGHT WALK (SEAW...

Rehoboth Beach, DE

Sunday, October 26th, 2025

1 Mile

Trail

View details for race 35th SEAWITCH 5K CLASSIC & 1M FRIGHT WALK (SEAWITCH RACING FESTIVAL WEEKEND

Talaria Trail Run

Laurel, DE

Saturday, November 15th, 2025

Trail

View details for race Talaria Trail Run

Hot Chocolate 5K

Stevensville, MD

Sunday, February 15th, 2026

Trail

View details for race Hot Chocolate 5K

Race4Warriors 5K, 10K & Half Marathon Challenges!

Lewes, DE

Saturday, May 9th, 2026

10K

Half

Trail

View details for race Race4Warriors 5K, 10K & Half Marathon Challenges!

Explore more in Caroline County, MD

Distances:

5K 10K Half Marathon Marathon

Months:

September October November

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Maryland races

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